Malaoxon

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Malaoxon
Skeletal formula
Ball-and-stick model
Names
IUPAC name
diethyl 2-(dimethoxyphosphorylsulfanyl)butanedioate
Other names
2-(dimethoxyphosphorylthio) butanedioic acid diethyl ester
Identifiers
3D model (
JSmol
)
ChemSpider
ECHA InfoCard
100.162.859 Edit this at Wikidata
EC Number
  • 204-497-7
KEGG
UNII
  • InChI=1S/C10H19O7PS/c1-5-16-9(11)7-8(10(12)17-6-2)19-18(13,14-3)15-4/h8H,5-7H2,1-4H3 ☒N
    Key: WSORODGWGUUOBO-UHFFFAOYSA-N ☒N
  • InChI=1/C10H19O7PS/c1-5-16-9(11)7-8(10(12)17-6-2)19-18(13,14-3)15-4/h8H,5-7H2,1-4H3
    Key: WSORODGWGUUOBO-UHFFFAOYAC
  • CCOC(=O)CC(C(=O)OCC)SP(=O)(OC)OC
Properties
C10H19O7PS
Molar mass 314.292421
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Malaoxon (Liromat, Malation oxon, Malthon oxon) is a

phosphorothioate. It is a breakdown product of, and more toxic than, malathion
.

Air and water

This chemical may be sensitive to prolonged exposure to air.[1] Slightly water-soluble.

Fire hazard

This chemical is combustible.[1]

Health hazard

Symptoms of exposure to this type of compound include cholinesterase inhibition,

axonopathy and paresthesias and paralysis of limbs. A decrease in blood pressure may occur. Respiratory failure
may also occur.

Acute/chronic hazards

This compound is toxic by ingestion. It is a cholinesterase inhibitor. When heated to decomposition, it emits toxic fumes of sulfur oxides and phosphorus oxides.[1]

Reactivity profile

A thioorganophosphate,

exothermic to ignite the reaction products. Heat is also generated by the interaction of esters with caustic solutions. Flammable hydrogen is generated by mixing esters with alkali metals
and hydrides.

References

  1. ^ a b c National Toxicology Program, 1992